Acetic acid (3S,5S,6R,7R,8R,9S,10R,13S,14S)-7-acetoxy-3-(tert-butyl-diphenyl-silanyloxy)-10,13-dimethyl-17-((S)-1-methyl-2-oxo-ethyl)-2,3,4,5,6,7,8,9,10,11,12,13,14,15-tetradecahydro-1H-cyclopenta[a]phenanthren-6-yl ester | 733000-97-0

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 类固醇和类固醇衍生物
• 英文名称: Acetic acid (3S,5S,6R,7R,8R,9S,10R,13S,14S)-7-acetoxy-3-(tert-butyl-diphenyl-silanyloxy)-10,13-dimethyl-17-((S)-1-methyl-2-oxo-ethyl)-2,3,4,5,6,7,8,9,10,11,12,13,14,15-tetradecahydro-1H-cyclopenta[a]phenanthren-6-yl ester
• CAS: 733000-97-0
• 化学式: C₄₂H₅₆O₆Si
• 分子量: 684.989
• InChiKey: VDRHOOPMPHLUKT-JXXDJPSJSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.43
• 重原子数：
  49.0
• 可旋转键数：
  8.0
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  78.9
• 氢给体数：
  0.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  Acetic acid (3S,5S,6R,7R,8R,9S,10R,13S,14S)-7-acetoxy-3-(tert-butyl-diphenyl-silanyloxy)-10,13-dimethyl-17-((S)-1-methyl-2-oxo-ethyl)-2,3,4,5,6,7,8,9,10,11,12,13,14,15-tetradecahydro-1H-cyclopenta[a]phenanthren-6-yl ester 在 正丁基锂 、 四丁基氟化铵 、 potassium carbonate 作用下， 以 四氢呋喃 、 甲醇 、 正己烷 为溶剂， 反应 15.5h， 生成 (3S,5S,6R,7R,8R,9S,10R,13S,14S)-17-((1S,2R)-2-Furan-3-yl-2-hydroxy-1-methyl-ethyl)-10,13-dimethyl-2,3,4,5,6,7,8,9,10,11,12,13,14,15-tetradecahydro-1H-cyclopenta[a]phenanthrene-3,6,7-triol
  参考文献：
  名称：

  Synthesis of potentially anti-inflammatory IPL576,092-contignasterol and IPL576,092-manoalide hybrids

  摘要：

  The synthesis of two potentially anti-inflammatory steroidal hybrid compounds has been accomplished through a 16- and 17-step sequence, respectively, starting from commercially available androst-5-en-3beta-ol-17-one. The synthetic strategies are based both on stereoselective side chains elaboration and high yielding functional group transformations. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2004.04.084
• 作为产物：
  描述：

  6α,7β-(diacetoxy)-3β-[(tert-butyldiphenylsilyl)oxy]-5α-23,24-bisnorchol-16-en-22-ol 在 重铬酸吡啶 、 4 A molecular sieve 作用下， 以 二氯甲烷 为溶剂， 反应 3.0h， 以69%的产率得到Acetic acid (3S,5S,6R,7R,8R,9S,10R,13S,14S)-7-acetoxy-3-(tert-butyl-diphenyl-silanyloxy)-10,13-dimethyl-17-((S)-1-methyl-2-oxo-ethyl)-2,3,4,5,6,7,8,9,10,11,12,13,14,15-tetradecahydro-1H-cyclopenta[a]phenanthren-6-yl ester
  参考文献：
  名称：

  Synthesis of potentially anti-inflammatory IPL576,092-contignasterol and IPL576,092-manoalide hybrids

  摘要：

  The synthesis of two potentially anti-inflammatory steroidal hybrid compounds has been accomplished through a 16- and 17-step sequence, respectively, starting from commercially available androst-5-en-3beta-ol-17-one. The synthetic strategies are based both on stereoselective side chains elaboration and high yielding functional group transformations. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2004.04.084